8-(trimethylsilyl)-1-octen-7-yn-3-ol | 66927-75-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 8-(trimethylsilyl)-1-octen-7-yn-3-ol
• 英文别名: 6-Hydroxy-1-trimethylsilyl-oct-7-en-1-in；8-trimethylsilanyl-oct-1-en-7-yn-3-ol；8-Trimethylsilyloct-1-en-7-yn-3-ol
• CAS: 66927-75-1
• 化学式: C₁₁H₂₀OSi
• 分子量: 196.365
• InChiKey: SPXIASTYTIWDHU-UHFFFAOYSA-N

物化性质

• 沸点：
  250.5±33.0 °C(Predicted)
• 密度：
  0.883±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.58
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  8-(trimethylsilyl)-1-octen-7-yn-3-ol 在 potassium cyanide 、 silver nitrate 作用下， 生成 聚(六亚甲基苯乙炔)
  参考文献：
  名称：

  Courtois,G. et al., Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques, 1978, vol. 286, p. 265 - 268

  摘要：

  DOI：
• 作为产物：
  描述：

  5-溴-1-戊炔 生成 8-(trimethylsilyl)-1-octen-7-yn-3-ol
  参考文献：
  名称：

  Courtois,G. et al., Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques, 1978, vol. 286, p. 265 - 268

  摘要：

  DOI：

文献信息

• Substrate control of diastereoselectivity in zirconium (II) mediated enyne cyclizations
  作者：Brian L. Pagenkopf、Eric C. Lund、Tom Livinghouse

  DOI：10.1016/0040-4020(94)01130-r

  日期：1995.4

  The reductive cyclization of an extensive series of chiral enynes by Cp2Zr(II) complexes has been examined. In most instances excellent substrate control of cyclization stereochemistry was observed.

  已经研究了Cp 2 Zr（II）配合物对一系列手性烯类化合物的还原环化作用。在大多数情况下，观察到出色的环化立体化学底物控制。
• Synthesis of (15S,16S,21R)-4-deoxyrollicosin analog
  作者：Jeng-Lin Lee、Chi-Fong Lin、Ling-Yu Hsieh、Wan-Ru Lin、Huey-Fen Chiu、Yang-Chang Wu、Kun-Sheng Wang、Ming-Jung Wu

  DOI：10.1016/j.tetlet.2003.08.088

  日期：2003.10

  Synthesis of 4-deoxy rollicosin analog 2 was completed in nine steps, which was based on palladium-catalyzed coupling of two building blocks 3 and 4. Lactone 3 was synthesized from 5-hexyn-1-ol, and vinyl iodide 4 was accessed from L-glutamate and 1-hexyne. (C) 2003 Elsevier Ltd. All rights reserved.
• Highly stereo- and regiocontrolled cyclopentannulation via allylphosphonate conjugate addition and hydroboration-oxidation-elimination. Synthesis of pentalenic acid with virtually complete stereo- and regiocontrol
  作者：Gilbert Agnel、Eiichi Negishi

  DOI：10.1021/ja00019a051

  日期：1991.9
• Design, syntheses, and biological evaluations of squamostolide and its related analogs
  作者：Cheng-Lin Lee、Chi-Fong Lin、Wan-Ru Lin、Kun-Sheng Wang、Ya-her Chang、Shinne-Ren Lin、Yang-Chang Wu、Ming-Jung Wu

  DOI：10.1016/j.bmc.2005.05.050

  日期：2005.10

  Squamostolide and its related analogs were designed and synthesized for biological evaluation. All these compounds were tested for growth inhibition activities against human tumor cell lines, in which one of the compounds showed the most potent cyto-toxicity among these derivatives against a full panel of 60 human cancer cell lines. The same compound also showed G2/M phase arrest and a weak apoptotic effect during flow cytometric analysis. (c) 2005 Elsevier Ltd. All rights reserved.
• Synthesis of bicyclic nitrogen compounds via tandem intramolecular Heck cyclization and subsequent trapping of intermediate .pi.-allylpalladium complexes
  作者：G. Davis Harris、R. Jason Herr、Steven M. Weinreb

  DOI：10.1021/jo00072a030

  日期：1993.9

  Intramolecular palladium-mediated three-component cyclizations of substrates containing vinyl halide, olefin, and sulfonamide moieties to generate a diverse group of nitrogen heterocycles have been developed. The methodology has been applied to construction of both fused and bridged bicyclic systems. The strategy can also be used for spirocyclizations. This chemistry involves regiospecific generation of pi-allylpalladium complexes via Heck reactions of vinyl halides and simple olefins, followed by nucleophilic addition of sulfonamide anions to these intermediates.